# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 10:00:14 2020
#   Inital geometry file: a 144 line input string
#   Ligand name: N-ethyl-3-methyl-N-(1-methylethyl)-5-{[(2S)-2-(pyridin-4-ylamino)propyl]oxy}benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(C(C)C)C(=O)c1cc(C)cc(OC[C@H](C)Nc2ccncc2)c1
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 896  896  N-ethyl-3-methyl-N-(1-methylethyl)-5-{[(2S)-2-(pyridin-4-ylamino)propyl]oxy}benzamide  ligand  55  26  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_896
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 896  O2    O  O     0  -0.495  2.9518  -4.3170   1.4279
 896  C21   C  C     0   0.515  3.7232  -3.7700   0.6481
 896  N2    N  NT    0  -0.433  3.9729  -4.2490  -0.5857
 896  C6    C  CH2   0  -0.317  3.1952  -5.3994  -1.0351
 896  C5    C  CH3   0  -0.661  1.7866  -5.0293  -1.4741
 896  C22   C  CH1   0  -0.135  5.0806  -3.7958  -1.4310
 896  C24   C  CH3   0  -0.655  4.5946  -3.3502  -2.8039
 896  C23   C  CH3   0  -0.643  6.1779  -4.8521  -1.5225
 896  C17   C  CR6   0  -0.033  4.3877  -2.4934   1.0703
 896  C16   C  CR16  0  -0.408  4.1106  -1.3106   0.3854
 896  C14   C  CR6   0   0.420  4.6611  -0.1197   0.8424
 896  C15   C  CR16  0  -0.402  5.4834  -0.1222   1.9711
 896  C19   C  CR6   0   0.125  5.7529  -1.2964   2.6556
 896  C20   C  CH3   0  -0.724  6.6228  -1.2866   3.8789
 896  C18   C  CR16  0  -0.352  5.1867  -2.4891   2.2007
 896  O3    O  O2    0  -0.471  4.4613   1.0779   0.2603
 896  C1    C  CH2   0  -0.179  3.7467   1.1391  -0.9575
 896  C7    C  CH1   0  -0.140  3.7494   2.5776  -1.4417
 896  C8    C  CH3   0  -0.660  2.8967   2.7079  -2.7007
 896  N3    N  NH1   0  -0.681  5.1132   3.0123  -1.6466
 896  C9    C  CR6   0   0.478  5.5219   4.3007  -1.6530
 896  C10   C  CR16  0  -0.421  6.8514   4.6235  -1.9849
 896  C11   C  CR16  0  -0.072  7.2579   5.9389  -1.9555
 896  N4    N  N     0  -0.442  6.4732   6.9676  -1.6308
 896  C12   C  CR16  0  -0.077  5.2169   6.6608  -1.3236
 896  C13   C  CR16  0  -0.417  4.6902   5.3825  -1.3191
 896  H6C1  H  HCH2  0   0.246  3.7245  -5.8589  -1.8688
 896  H6C2  H  HCH2  0   0.251  3.1599  -6.1505  -0.2453
 896  H22   H  HCH1  0   0.267  5.5204  -2.9287  -0.9430
 896  H5C1  H  HCH3  0   0.233  1.2128  -4.5942  -0.6571
 896  H5C2  H  HCH3  0   0.228  1.8031  -4.3161  -2.2984
 896  H5C3  H  HCH3  0   0.232  1.2593  -5.9210  -1.8150
 896  H241  H  HCH3  0   0.241  5.4305  -2.9535  -3.3804
 896  H242  H  HCH3  0   0.229  4.1646  -4.1746  -3.3755
 896  H243  H  HCH3  0   0.235  3.8413  -2.5659  -2.7197
 896  H231  H  HCH3  0   0.236  6.5131  -5.1530  -0.5296
 896  H232  H  HCH3  0   0.239  7.0358  -4.4452  -2.0584
 896  H233  H  HCH3  0   0.226  5.8550  -5.7451  -2.0593
 896  H16   H  HCR6  0   0.281  3.4694  -1.3383  -0.4861
 896  H18   H  HCR6  0   0.249  5.3865  -3.4152   2.7265
 896  H15   H  HCR6  0   0.258  5.9143   0.8141   2.3069
 896  H201  H  HCH3  0   0.246  7.2342  -0.3868   3.9282
 896  H202  H  HCH3  0   0.252  6.0171  -1.3232   4.7865
 896  H203  H  HCH3  0   0.247  7.2857  -2.1512   3.8999
 896  H1C1  H  HCH2  0   0.247  2.7111   0.8104  -0.8234
 896  H1C2  H  HCH2  0   0.228  4.2068   0.4861  -1.7111
 896  H7    H  HCH1  0   0.259  3.3087   3.1909  -0.6507
 896  H8C1  H  HCH3  0   0.237  1.8642   2.4144  -2.5077
 896  H8C2  H  HCH3  0   0.231  3.2871   2.0804  -3.5035
 896  H8C3  H  HCH3  0   0.246  2.8890   3.7385  -3.0552
 896  H3    H  HNH1  0   0.388  5.7514   2.3371  -2.0386
 896  H10   H  HCR6  0   0.266  7.5553   3.8463  -2.2572
 896  H13   H  HCR6  0   0.272  3.6483   5.2467  -1.0655
 896  H11   H  HCR6  0   0.254  8.2851   6.1780  -2.2106
 896  H12   H  HCR6  0   0.253  4.5684   7.4912  -1.0631

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 896  O2   C21   double    1.226  0.020  1.226
 896  C21  N2    single    1.347  0.020  1.347
 896  N2   C6    single    1.460  0.020  1.460
 896  C6   C5    single    1.521  0.020  1.521
 896  N2   C22   single    1.465  0.020  1.465
 896  C22  C24   single    1.523  0.020  1.523
 896  C22  C23   single    1.526  0.020  1.526
 896  C21  C17   single    1.500  0.020  1.500
 896  C17  C16   aromatic  1.395  0.020  1.395
 896  C16  C14   aromatic  1.389  0.020  1.389
 896  C14  C15   aromatic  1.397  0.020  1.397
 896  C15  C19   aromatic  1.386  0.020  1.386
 896  C19  C20   single    1.501  0.020  1.501
 896  C17  C18   aromatic  1.384  0.020  1.384
 896  C19  C18   aromatic  1.396  0.020  1.396
 896  C14  O3    single    1.347  0.020  1.347
 896  O3   C1    single    1.413  0.020  1.413
 896  C1   C7    single    1.518  0.020  1.518
 896  C7   C8    single    1.526  0.020  1.526
 896  C7   N3    single    1.446  0.020  1.446
 896  N3   C9    single    1.352  0.020  1.352
 896  C9   C10   aromatic  1.408  0.020  1.408
 896  C10  C11   aromatic  1.377  0.020  1.377
 896  C11  N4    aromatic  1.334  0.020  1.334
 896  N4   C12   aromatic  1.329  0.020  1.329
 896  C9   C13   aromatic  1.405  0.020  1.405
 896  C12  C13   aromatic  1.383  0.020  1.383
 896  C6   H6C1  single    0.970  0.020  1.090
 896  C6   H6C2  single    0.970  0.020  1.090
 896  C22  H22   single    0.970  0.020  1.090
 896  C5   H5C1  single    0.970  0.020  1.090
 896  C5   H5C2  single    0.970  0.020  1.090
 896  C5   H5C3  single    0.970  0.020  1.090
 896  C24  H241  single    0.970  0.020  1.090
 896  C24  H242  single    0.970  0.020  1.090
 896  C24  H243  single    0.970  0.020  1.090
 896  C23  H231  single    0.970  0.020  1.090
 896  C23  H232  single    0.970  0.020  1.090
 896  C23  H233  single    0.970  0.020  1.090
 896  C16  H16   single    0.930  0.020  1.080
 896  C18  H18   single    0.930  0.020  1.080
 896  C15  H15   single    0.930  0.020  1.080
 896  C20  H201  single    0.970  0.020  1.090
 896  C20  H202  single    0.970  0.020  1.090
 896  C20  H203  single    0.970  0.020  1.090
 896  C1   H1C1  single    0.970  0.020  1.090
 896  C1   H1C2  single    0.970  0.020  1.090
 896  C7   H7    single    0.970  0.020  1.090
 896  C8   H8C1  single    0.970  0.020  1.090
 896  C8   H8C2  single    0.970  0.020  1.090
 896  C8   H8C3  single    0.970  0.020  1.090
 896  N3   H3    single    0.860  0.020  1.020
 896  C10  H10   single    0.930  0.020  1.080
 896  C13  H13   single    0.930  0.020  1.080
 896  C11  H11   single    0.930  0.020  1.080
 896  C12  H12   single    0.930  0.020  1.080

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 896  C17   C21  N2    118.58  3.000
 896  C17   C21  O2    118.66  3.000
 896  N2    C21  O2    122.74  3.000
 896  C22   N2   C6    117.97  3.000
 896  C22   N2   C21   123.97  3.000
 896  C6    N2   C21   117.62  3.000
 896  H6C2  C6   H6C1  106.23  3.000
 896  H6C2  C6   C5    110.29  3.000
 896  H6C1  C6   C5    109.38  3.000
 896  H6C2  C6   N2    109.70  3.000
 896  H6C1  C6   N2    108.01  3.000
 896  C5    C6   N2    112.99  3.000
 896  H5C3  C5   H5C2  107.82  3.000
 896  H5C3  C5   H5C1  107.84  3.000
 896  H5C2  C5   H5C1  108.29  3.000
 896  H5C3  C5   C6    109.81  3.000
 896  H5C2  C5   C6    111.31  3.000
 896  H5C1  C5   C6    111.63  3.000
 896  H22   C22  C23   106.74  3.000
 896  H22   C22  C24   107.47  3.000
 896  C23   C22  C24   112.21  3.000
 896  H22   C22  N2    107.06  3.000
 896  C23   C22  N2    111.35  3.000
 896  C24   C22  N2    111.67  3.000
 896  H243  C24  H242  108.15  3.000
 896  H243  C24  H241  107.98  3.000
 896  H242  C24  H241  107.46  3.000
 896  H243  C24  C22   111.17  3.000
 896  H242  C24  C22   112.14  3.000
 896  H241  C24  C22   109.79  3.000
 896  H233  C23  H232  107.25  3.000
 896  H233  C23  H231  108.25  3.000
 896  H232  C23  H231  107.98  3.000
 896  H233  C23  C22   112.54  3.000
 896  H232  C23  C22   109.69  3.000
 896  H231  C23  C22   110.96  3.000
 896  C18   C17  C16   120.87  3.000
 896  C18   C17  C21   119.22  3.000
 896  C16   C17  C21   119.71  3.000
 896  H16   C16  C14   121.43  3.000
 896  H16   C16  C17   119.44  3.000
 896  C14   C16  C17   119.13  3.000
 896  O3    C14  C15   116.00  3.000
 896  O3    C14  C16   124.15  3.000
 896  C15   C14  C16   119.85  3.000
 896  H15   C15  C19   120.11  3.000
 896  H15   C15  C14   118.87  3.000
 896  C19   C15  C14   121.02  3.000
 896  C18   C19  C20   120.40  3.000
 896  C18   C19  C15   118.95  3.000
 896  C20   C19  C15   120.65  3.000
 896  H203  C20  H202  107.15  3.000
 896  H203  C20  H201  108.25  3.000
 896  H202  C20  H201  107.55  3.000
 896  H203  C20  C19   111.29  3.000
 896  H202  C20  C19   110.84  3.000
 896  H201  C20  C19   111.57  3.000
 896  H18   C18  C19   119.81  3.000
 896  H18   C18  C17   120.00  3.000
 896  C19   C18  C17   120.18  3.000
 896  C1    O3   C14   119.08  3.000
 896  H1C2  C1   H1C1  107.57  3.000
 896  H1C2  C1   C7    110.11  3.000
 896  H1C1  C1   C7    108.98  3.000
 896  H1C2  C1   O3    110.72  3.000
 896  H1C1  C1   O3    111.08  3.000
 896  C7    C1   O3    108.36  3.000
 896  H7    C7   N3    108.30  3.000
 896  H7    C7   C8    108.88  3.000
 896  N3    C7   C8    112.61  3.000
 896  H7    C7   C1    107.46  3.000
 896  N3    C7   C1    109.38  3.000
 896  C8    C7   C1    110.06  3.000
 896  H8C3  C8   H8C2  107.87  3.000
 896  H8C3  C8   H8C1  107.78  3.000
 896  H8C2  C8   H8C1  108.31  3.000
 896  H8C3  C8   C7    110.67  3.000
 896  H8C2  C8   C7    110.98  3.000
 896  H8C1  C8   C7    111.10  3.000
 896  H3    N3   C9    116.43  3.000
 896  H3    N3   C7    116.78  3.000
 896  C9    N3   C7    124.92  3.000
 896  C13   C9   C10   116.01  3.000
 896  C13   C9   N3    123.63  3.000
 896  C10   C9   N3    120.35  3.000
 896  H10   C10  C11   119.92  3.000
 896  H10   C10  C9    120.56  3.000
 896  C11   C10  C9    119.52  3.000
 896  H11   C11  N4    116.37  3.000
 896  H11   C11  C10   119.01  3.000
 896  N4    C11  C10   124.62  3.000
 896  C12   N4   C11   115.74  3.000
 896  H12   C12  C13   118.63  3.000
 896  H12   C12  N4    116.33  3.000
 896  C13   C12  N4    125.04  3.000
 896  H13   C13  C12   118.95  3.000
 896  H13   C13  C9    121.99  3.000
 896  C12   C13  C9    119.06  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 896  CONST_01  C15   C14  C16  C17     0.00   0.0  0
 896  CONST_02  C15   C19  C18  C17     0.00   0.0  0
 896  CONST_03  C19   C18  C17  C16     0.00   0.0  0
 896  CONST_04  C19   C15  C14  C16     0.00   0.0  0
 896  CONST_05  C18   C17  C16  C14     0.00   0.0  0
 896  CONST_06  C18   C19  C15  C14     0.00   0.0  0
 896  CONST_07  N4    C11  C10  C9      0.00   0.0  0
 896  CONST_08  N4    C12  C13  C9      0.00   0.0  0
 896  CONST_09  C12   C13  C9   C10     0.00   0.0  0
 896  CONST_10  C12   N4   C11  C10     0.00   0.0  0
 896  CONST_11  C13   C9   C10  C11     0.00   0.0  0
 896  CONST_12  C13   C12  N4   C11     0.00   0.0  0
 896  CONST_13  C14   C16  C17  C21   180.00   0.0  0
 896  CONST_14  C19   C18  C17  C21   180.00   0.0  0
 896  CONST_15  O3    C14  C16  C17   180.00   0.0  0
 896  CONST_16  C20   C19  C18  C17   180.00   0.0  0
 896  CONST_17  C20   C19  C15  C14   180.00   0.0  0
 896  CONST_18  O3    C14  C15  C19   180.00   0.0  0
 896  CONST_19  C11   C10  C9   N3    180.00   0.0  0
 896  CONST_20  C12   C13  C9   N3    180.00   0.0  0
 896  CONST_21  H18   C18  C17  C16   180.00   0.0  0
 896  CONST_22  H15   C15  C14  C16   180.00   0.0  0
 896  CONST_23  H16   C16  C14  C15   180.00   0.0  0
 896  CONST_24  H11   C11  C10  C9    180.00   0.0  0
 896  CONST_25  H12   C12  C13  C9    180.00   0.0  0
 896  CONST_26  H13   C13  C9   C10   180.00   0.0  0
 896  CONST_27  H10   C10  C11  N4    180.00   0.0  0
 896  CONST_28  C10   C9   N3   C7    180.00   0.0  0
 896  CONST_29  C13   C9   N3   C7      0.00   0.0  0
 896  CONST_30  H3    N3   C9   C10     0.00   0.0  0
 896  CONST_31  C17   C21  N2   C6    180.00   0.0  0
 896  CONST_33  C6    N2   C21  O2      0.00   0.0  0
 896  CONST_34  C22   N2   C21  O2    180.00   0.0  0
 896  Var_01    C16   C17  C21  O2   -115.50  30.0  2
 896  Var_02    H201  C20  C19  C15   -19.10  30.0  2
 896  Var_03    C7    C1   O3   C14  -176.08  30.0  3
 896  Var_04    C5    C6   N2   C21    77.62  30.0  3
 896  Var_05    C24   C22  N2   C21  -126.30  30.0  3
 896  Var_06    H5C1  C5   C6   N2    -61.44  30.0  3
 896  Var_07    H241  C24  C22  N2    175.97  30.0  3
 896  Var_08    H231  C23  C22  N2    -54.22  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 896  chir_01  C7  C1  C8  N3  positiv

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 896  plan-1  C21  0.020
 896  plan-1  C17  0.020
 896  plan-1  C16  0.020
 896  plan-1  C14  0.020
 896  plan-1  C15  0.020
 896  plan-1  C19  0.020
 896  plan-1  C20  0.020
 896  plan-1  C18  0.020
 896  plan-1  O3   0.020
 896  plan-1  H16  0.020
 896  plan-1  H18  0.020
 896  plan-1  H15  0.020
 896  plan-2  N3   0.020
 896  plan-2  C9   0.020
 896  plan-2  C10  0.020
 896  plan-2  C11  0.020
 896  plan-2  N4   0.020
 896  plan-2  C12  0.020
 896  plan-2  C13  0.020
 896  plan-2  H10  0.020
 896  plan-2  H13  0.020
 896  plan-2  H11  0.020
 896  plan-2  H12  0.020
 896  plan-3  O2   0.020
 896  plan-3  C21  0.020
 896  plan-3  N2   0.020
 896  plan-3  C6   0.020
 896  plan-3  C22  0.020
 896  plan-3  C17  0.020
 896  plan-4  C7   0.020
 896  plan-4  N3   0.020
 896  plan-4  C9   0.020
 896  plan-4  H3   0.020

